Réaction #164222

Équation de réaction

[(4-fluoro-phenyl)-methyl-amino]-phenyl-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester

2-chloro-1-(thiophen-2-yl)ethanone

→

title compound

Rendement 84.0%

(R)-3-{2-[(4-fluoro-phenyl)-methyl-amino]-2-phenyl-acetoxy}-1-(2-oxo-2-thiophen-2-yl-ethyl)-1-azonia-bicyclo[2.2.2]octane chloride

Rendement 84.0%

Solvants

ethyl acetate

Conditions de réaction

Traitement

1. 1
   AutreThe suspension is evaporated
2. 2
   Autrethe residue is triturated with Et2O (8 mL)
3. 3
   FiltrationThe solid is filtered on a buckner funnel
4. 4
   workup.DISSOLUTIONthe sticky solid is dissolved in DCM
5. 5
   AutreThe solution is evaporated

Mode opératoire

To a solution of [(4-fluoro-phenyl)-methyl-amino]-phenyl-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (C120) (100 mg, 0.27 mmol) in ethyl acetate (2.7 mL), is added 2-chloro-1-(thiophen-2-yl)ethanone (48.0 mg, 0.30 mmol). The reaction is stirred at RT for 3.5 days. The suspension is evaporated and the residue is triturated with Et2O (8 mL). The solid is filtered on a buckner funnel and the sticky solid is dissolved in DCM. The solution is evaporated giving the title compound as a pale yellow solid (120 mg, 84% yield, chloride salt, mixture of diastereoisomers).

Source